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An efficient method for the preparation of styrene derivatives via Rh(III)-catalyzed direct C-H vinylation.

ABSTRACT: The development of a method for the Rh(III)-catalyzed direct vinylation of an aromatic C-H bond to give functionalized styrenes in good yield, using vinyl acetate as a convenient and inexpensive vinyl source, is reported. High functional group tolerance is demonstrated for electronically distinct arenes as well as different directing groups. Mechanistic investigation resulted in the characterization of a novel rhodium-metallacycle, which represents the first X-ray structure of a [1,2]-Rh(III)-alkenyl addition adduct.

SUBMITTER: Otley KD

PROVIDER: S-EPMC4446975 | biostudies-literature | 2015 Mar

REPOSITORIES: biostudies-literature

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An efficient method for the preparation of styrene derivatives via Rh(III)-catalyzed direct C-H vinylation.

Otley Kate D KD Ellman Jonathan A JA

Organic letters 20150225 5

The development of a method for the Rh(III)-catalyzed direct vinylation of an aromatic C-H bond to give functionalized styrenes in good yield, using vinyl acetate as a convenient and inexpensive vinyl source, is reported. High functional group tolerance is demonstrated for electronically distinct arenes as well as different directing groups. Mechanistic investigation resulted in the characterization of a novel rhodium-metallacycle, which represents the first X-ray structure of a [1,2]-Rh(III)-al ...[more]

PMID: 25715077

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